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CN115251380A - Method and application of preparing antioxidant from arbor tissue by alcohol soaking method - Google Patents

Method and application of preparing antioxidant from arbor tissue by alcohol soaking method Download PDF

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CN115251380A
CN115251380A CN202110478103.9A CN202110478103A CN115251380A CN 115251380 A CN115251380 A CN 115251380A CN 202110478103 A CN202110478103 A CN 202110478103A CN 115251380 A CN115251380 A CN 115251380A
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arbor
tissue
antioxidant
alcohol
tree
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李想
李琦
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Shanghai Qiran Biotechnology Co ltd
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    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/105Plant extracts, their artificial duplicates or their derivatives
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23BPRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
    • A23B2/00Preservation of foods or foodstuffs, in general
    • A23B2/70Preservation of foods or foodstuffs, in general by treatment with chemicals
    • A23B2/725Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of liquids or solids
    • A23B2/729Organic compounds; Microorganisms; Enzymes
    • A23B2/733Compounds of undetermined constitution obtained from animals or plants
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23DEDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
    • A23D9/00Other edible oils or fats, e.g. shortenings or cooking oils
    • A23D9/007Other edible oils or fats, e.g. shortenings or cooking oils characterised by ingredients other than fatty acid triglycerides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9755Gymnosperms [Coniferophyta]
    • A61K8/9761Cupressaceae [Cypress family], e.g. juniper or cypress
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9755Gymnosperms [Coniferophyta]
    • A61K8/9767Pinaceae [Pine family], e.g. pine or cedar
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9771Ginkgophyta, e.g. Ginkgoaceae [Ginkgo family]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783Angiosperms [Magnoliophyta]
    • A61K8/9789Magnoliopsida [dicotyledons]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/08Anti-ageing preparations
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D11/00Solvent extraction
    • B01D11/02Solvent extraction of solids
    • B01D11/0203Solvent extraction of solids with a supercritical fluid
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D11/00Solvent extraction
    • B01D11/02Solvent extraction of solids
    • B01D11/0288Applications, solvents
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B1/00Production of fats or fatty oils from raw materials
    • C11B1/10Production of fats or fatty oils from raw materials by extracting
    • C11B1/104Production of fats or fatty oils from raw materials by extracting using super critical gases or vapours
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B5/00Preserving by using additives, e.g. anti-oxidants
    • C11B5/0092Mixtures
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00Food compositions, function of food ingredients or processes for food or foodstuffs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/805Corresponding aspects not provided for by any of codes A61K2800/81 - A61K2800/95

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
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  • Zoology (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • Nutrition Science (AREA)
  • Gerontology & Geriatric Medicine (AREA)
  • Dermatology (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
  • Fats And Perfumes (AREA)

Abstract

The invention relates to a method for preparing an antioxidant from arbor tissues by adopting an alcohol soaking method and application thereof. Taking crushed arbor tissue powder as a raw material; adding arbor tissue powder into a soaking tank, injecting alcohol and a permeation aid, and soaking; extracting the alcohol-soaked arbor tissue powder with supercritical or subcritical conditions at 30-75 deg.C and 2-300atm pressure with carbon dioxide as extractant; after supercritical or subcritical extraction, the component containing the arbor tissue extract, the alcohol and the extractant is defined as an arbor tissue antioxidant mixture, the arbor tissue antioxidant mixture is separated and purified to obtain a pure arbor tissue extract or arbor oil, and the purified arbor tissue extract or arbor oil is defined as an arbor oil mixture. Compared with the prior art, the method is simple and easy to implement, and has stronger industrialized practicability and operability. When the antioxidant is used in cosmetics and foods, no antioxidant needs to be added in the cosmetics and foods.

Description

采用醇类浸泡法从乔木组织中制备抗氧化剂的方法及应用Method and Application of Antioxidant Prepared from Arbor Tissue by Alcohol Soaking Method

技术领域technical field

本发明属于从天然植物中提取有效成份制备精细化学品的分离提取技术领域,尤其是涉及一种采用醇类浸泡法从乔木组织中制备抗氧化剂的方法及应用。The invention belongs to the field of separation and extraction technology for extracting active ingredients from natural plants to prepare fine chemicals, and in particular relates to a method and application for preparing antioxidants from arbor tissues by using an alcohol soaking method.

背景技术Background technique

目前化妆品和医药领域应用的抗氧化剂,一般使用化学合成的抗氧化剂,具有化学结构明确、物理和化学性质明确,但是这些抗氧化剂大多是食品食用级别的,而食品级抗氧化剂的保质期一般比较短,较长的一般在18个月,并且大多在冷库保存。然而,化妆品或医药领域需要的产品保质期一般是三年以上,大多保存在室温,以乳化或油水混合物居多,容易被氧化的风险高,所以一般食品食用级抗氧化剂用到化妆品上并不很合适。At present, the antioxidants used in the field of cosmetics and medicine generally use chemically synthesized antioxidants, which have clear chemical structures and clear physical and chemical properties. However, most of these antioxidants are food-grade, and the shelf life of food-grade antioxidants is generally relatively short. , the longer ones are generally 18 months, and most of them are kept in cold storage. However, the shelf life of products required in the field of cosmetics or medicine is generally more than three years, and most of them are stored at room temperature. Most of them are emulsified or oil-water mixtures, and the risk of being easily oxidized is high. Therefore, general food-grade antioxidants are not very suitable for cosmetics. .

乔木是指树身高大的树木,由根部发生独立的主干,树干和树冠有明显区分。有一个直立主干,且通常高达六米至数十米的木本植物。乔木组织一般是指其种子、树叶、树根、树脂、树脂等宏观的组织。不管何种乔木,其特定的组织中含有丰富的视黄醇、抗坏血酸、生育酚、油酸、亚油酸、亚麻酸等不饱和脂肪酸、黄酮、单宁酸、丹皮酚、肉桂酚、多酚和虾青素等物质。这些物质具有的共性就是很容易与氧化剂反应,有的在低温条件下,就会与空气中或体系中的微量氧反应,这些都是非常有效的天然存在的抗氧化剂。Arbor refers to tall trees with independent trunks from the roots, and the trunk and crown are clearly distinguished. A woody plant with an upright trunk, usually six to tens of meters high. Arbor tissue generally refers to macroscopic tissues such as its seeds, leaves, roots, resin, resin, etc. No matter what kind of arbor, its specific tissues are rich in unsaturated fatty acids such as retinol, ascorbic acid, tocopherol, oleic acid, linoleic acid, linolenic acid, flavonoids, tannic acid, paeonol, cinnamon phenol, polyphenols, etc. Substances such as phenol and astaxanthin. The commonality of these substances is that they are easy to react with oxidants, and some will react with trace oxygen in the air or in the system under low temperature conditions. These are very effective naturally occurring antioxidants.

目前几乎没有研究乔木组织油的文献报道,更谈不上研发乔木组织抗氧化剂的生产工艺。At present, there are almost no literature reports on the study of arbor tissue oil, let alone the research and development of the production process of arbor tissue antioxidants.

此外,近年来随着提取、分析技术手段的不断提高,超临界或亚临界醇类提取法多应用于植物化学领域,但这些方法应用于乔木组织中提取抗氧化剂的相关研究目前未见报道。In addition, with the continuous improvement of extraction and analysis techniques in recent years, supercritical or subcritical alcohol extraction methods are mostly used in the field of phytochemistry, but there are no reports on the application of these methods to extract antioxidants from tree tissues.

发明内容Contents of the invention

本发明的目的在于提供一种采用醇类浸泡法从乔木组织中制备抗氧化剂的方法及应用。The object of the present invention is to provide a method and application of preparing antioxidant from arbor tissue by alcohol soaking method.

本发明采用超临界或亚临界提取醇类浸泡乔木组织,以获得抗氧化剂,并可以将所述抗氧化剂应用到化妆品、食品或保健品等技术领域。The invention adopts supercritical or subcritical extraction alcohols to soak arbor tissue to obtain antioxidants, and the antioxidants can be applied to technical fields such as cosmetics, food or health products.

本发明的目的可以通过以下技术方案来实现:The purpose of the present invention can be achieved through the following technical solutions:

本发明提供一种采用醇类浸泡法从乔木组织中制备抗氧化剂的方法,具体而言为,采用超临界或亚临界醇类提取法,从乔木组织中制备抗氧化剂,包括以下步骤:温度在30-75℃,在2-300atm压力下,萃取剂为二氧化碳,对醇类浸泡的乔木组织粉超临界或亚临界提取。The invention provides a method for preparing antioxidants from arbor tissue by alcohol soaking method, specifically, using supercritical or subcritical alcohol extraction method to prepare antioxidants from arbor tissue, comprising the following steps: 30-75°C, under the pressure of 2-300atm, the extraction agent is carbon dioxide, supercritical or subcritical extraction of arbor tissue powder soaked in alcohols.

在本发明的一个实施方式中,所述采用醇类浸泡法从乔木组织中制备抗氧化剂的方法,具体包括以下步骤:In one embodiment of the present invention, the method for preparing antioxidants from arbor tissue by the alcohol soaking method specifically includes the following steps:

以粉碎的乔木组织粉为原料;The crushed arbor tissue powder is used as raw material;

将乔木组织粉加入浸泡罐,注入醇类和助渗剂,进行浸泡;Add the arbor tissue powder into the soaking tank, inject alcohols and penetration aids, and soak;

在30-75℃,在2-300atm压力下,萃取剂为二氧化碳,对醇类浸泡的乔木组织粉超临界或亚临界提取;At 30-75°C, under the pressure of 2-300atm, the extraction agent is carbon dioxide, and the arbor tissue powder soaked in alcohol is supercritical or subcritical extraction;

超临界或亚临界提取后,超临界或亚临界提取后,含有乔木组织提取物、醇类和萃取剂的组分定义为乔木组织抗氧化合剂,将乔木组织抗氧化合剂经过分离纯化,得到纯的乔木组织提取物或乔木油,纯化后的乔木组织提取物或乔木油,定义为乔木油合剂。After supercritical or subcritical extraction, after supercritical or subcritical extraction, the components containing arbor tissue extracts, alcohols and extractants are defined as arbor tissue antioxidant mixture, and arbor tissue antioxidant mixture is separated and purified to obtain pure The arbor tissue extract or arbor oil, and the purified arbor tissue extract or arbor oil are defined as an arbor oil mixture.

在本发明的一个实施方式中,所述乔木组织粉是将乔木组织除去杂质后用粉碎机粉碎,过筛来获得的,所述乔木组织是种子、树叶、树脂、树皮和树根中的一种或几种。In one embodiment of the present invention, the arbor tissue powder is obtained by pulverizing the arbor tissue with a pulverizer after removing impurities, and sieving the arbor tissue. The arbor tissue is obtained from seeds, leaves, resin, bark and roots. one or several.

在本发明的一个实施方式中,所述乔木组织选择胡桃树、甜扁桃树、美国山核桃树、高原野核桃树、黑核桃树、硬壳胡桃树、银杏树、山楂树、玉兰树、白桦树、松树、红松树、雪松树、五叶松树、罗汉松树、马尾松树、欧洲赤松树、偃松树、意大利松树、油松树、长叶松树、地中海柏树、柏树、欧刺柏树、刺柏树、日本扁柏树、美洲圆柏树、墨西哥刺柏树、刺阿干树、辐射松树、构树、荷花玉兰树、猴面包树、苦油树、牛油果树、樟树、皱叶木兰树、榕树、梓树、麻核桃树、吉宝核桃树、黑核桃树、心形核桃树、夏核桃树、秋核桃树、光核桃树、铁核桃树、楸树、青藏高原核桃树。尤其是,山核桃、雪松树、刺柏树、猴面包树、秋核桃树、松树,特别是山核桃。In one embodiment of the present invention, the arbor tissue is selected from walnut tree, sweet almond tree, American hickory tree, plateau wild walnut tree, black walnut tree, hard-shelled walnut tree, ginkgo tree, hawthorn tree, magnolia tree, white birch Tree, pine, red pine, cedar, five-leaved pine, podocarpus, masson pine, scotch pine, dead pine, Italian pine, tabula pine, longleaf pine, Mediterranean cypress, cypress, juniper, juniper, Japanese Cypress, Juniper, Mexican Juniper, Argan, Radiata Pine, Paper Tree, Lotus Magnolia, Baobab, Bitter Tree, Shea, Camphor, Savoy Magnolia, Banyan, Catalpa, Hemp Walnut trees, Keppel walnut trees, black walnut trees, heart-shaped walnut trees, summer walnut trees, autumn walnut trees, light walnut trees, iron walnut trees, catalpa, Qinghai-Tibet plateau walnut trees. In particular, hickory, cedar, juniper, baobab, fall walnut, pine, and especially hickory.

在本发明的一个实施方式中,所述乔木组织粉的粒径为2-150mm,优选为2-20mm,最优选10mm。In one embodiment of the present invention, the particle size of the arbor tissue powder is 2-150 mm, preferably 2-20 mm, most preferably 10 mm.

在本发明的一个实施方式中,所述醇类选自乙醇、丙二醇、甘油、1,3丙二醇、1,3丁二醇、2,3丁二醇、1,4丁二醇、卡必醇、苯甲醇或苯乙醇中的一种或几种;优选乙醇、丙二醇、甘油,最优选为乙醇;In one embodiment of the present invention, the alcohols are selected from ethanol, propylene glycol, glycerin, 1,3 propylene glycol, 1,3 butanediol, 2,3 butanediol, 1,4 butanediol, carbitol , one or more of benzyl alcohol or phenylethyl alcohol; preferably ethanol, propylene glycol, glycerin, most preferably ethanol;

在本发明的一个实施方式中,所述助渗剂选自生育酚、二甲砜、乳香提取物、丹皮酚或食品级化学合成抗氧化剂。助渗剂优选生育酚、二甲砜、化学合成抗氧化剂,最优选为二甲砜。In one embodiment of the present invention, the penetration enhancer is selected from tocopherol, dimethyl sulfone, frankincense extract, paeonol or food-grade chemically synthesized antioxidant. The penetration aid is preferably tocopherol, dimethyl sulfone, chemically synthesized antioxidant, most preferably dimethyl sulfone.

在本发明的一个实施方式中,醇类和助渗剂的重量和与乔木组织粉的重量比为2-8:1,优选为2-4:1,最优选3.5:1。In one embodiment of the present invention, the weight ratio of the alcohols and penetration aids to the arbor tissue powder is 2-8:1, preferably 2-4:1, most preferably 3.5:1.

在本发明的一个实施方式中,醇类和助渗剂的重量比为1-100:1,优选为10-80:1,最优选为50:1。In one embodiment of the present invention, the weight ratio of alcohols and penetration aids is 1-100:1, preferably 10-80:1, most preferably 50:1.

在本发明的一个实施方式中,浸泡的条件为浸泡时间2h-5h,最优选3小时;浸泡温度45-65℃,最优选55℃。In one embodiment of the present invention, the soaking conditions are soaking time 2h-5h, most preferably 3 hours; soaking temperature 45-65°C, most preferably 55°C.

在本发明的一个实施方式中,萃取时,压力优选为1.5-90atm,最优选50atm。In one embodiment of the present invention, during extraction, the pressure is preferably 1.5-90 atm, most preferably 50 atm.

在本发明的一个实施方式中,对所得醇类进行减压脱溶后,得到收率为1.8-10.8%的乔木组织抗氧化剂。In one embodiment of the present invention, after desolvating the obtained alcohols under reduced pressure, the yield of arbor tissue antioxidants is 1.8-10.8%.

本发明还提供采用上述方法制得的抗氧化剂。抗氧化剂的质量好,产率高。The present invention also provides the antioxidant prepared by the above method. Antioxidants are of good quality and high yield.

采用上述方法制得的抗氧化剂进行GC-MS分析,抗氧化剂中油酸含量≥5%,亚油酸含量≥30%,亚麻酸含量≥50%,大于二十碳不饱和脂肪酸13%,视黄醇含量≥0.5%,生育酚含量≥0.55%,植物甾醇含量≥2%,黄酮多肽含量≥5%。The antioxidant prepared by the above method was analyzed by GC-MS, and the content of oleic acid in the antioxidant was ≥ 5%, the content of linoleic acid ≥ 30%, the content of linolenic acid ≥ 50%, and the content of greater than 13% of eicosan unsaturated fatty acids. Alcohol content ≥ 0.5%, tocopherol content ≥ 0.55%, phytosterol content ≥ 2%, flavonoid polypeptide content ≥ 5%.

上述方法制备的超临界或亚临界所得物,即含有乔木组织提取物、醇类和萃取剂,定义为乔木组织抗氧化合剂。该所得物不需要分离和纯化,以直接作为抗氧化剂使用,尤其是在化妆品和食品中使用。而且,也可以将上述所得经过分离纯化,得到纯的乔木组织提取物或乔木油。纯化后的乔木组织提取物或乔木油,定义为乔木油合剂,可以重新复溶到油脂中,作为抗氧化添加剂使用。The supercritical or subcritical product prepared by the above method, which contains arbor tissue extract, alcohols and extractant, is defined as arbor tissue antioxidant mixture. The resultant does not require isolation and purification to be used directly as an antioxidant, especially in cosmetics and food. Moreover, the above-mentioned obtained can also be separated and purified to obtain pure arbor tree tissue extract or arbor tree oil. Purified arbor tissue extract or arbor oil, defined as arbor oil mixture, can be reconstituted into oil and used as an antioxidant additive.

本发明还提供采用本发明方法所制得的乔木组织抗氧化合剂和乔木油合剂的应用,乔木组织抗氧化合剂和乔木油合剂还具有如下用途:The present invention also provides the application of the arbor tissue antioxidant mixture and arbor oil mixture prepared by the method of the present invention, and the arbor tissue antioxidant mixture and arbor oil mixture also have the following purposes:

1、作为保健品直接食用:提取的乔木组织抗氧化合剂和乔木油合剂经精制后,可以直接食用。1. Direct consumption as a health product: the extracted arbor tissue antioxidant mixture and arbor oil mixture can be eaten directly after being refined.

2、制成功效调和油:与其它一些食用基础油相组合,制成具有抗氧化和消除自由基功效的调和油。2. Make functional blending oil: combine with other edible base oils to make a blending oil with anti-oxidation and free radical elimination effects.

本发明提供的采用醇类浸泡法从乔木组织中制备抗氧化剂的方法,关键之处在于如下几点:The method provided by the invention adopts alcohol soaking method to prepare antioxidant from arbor tissue, and the key points are as follows:

其一、温度的选择,本发明的重点在于温度的选择,在提取中,采用超临界或亚临界的方式通常能够提高提取率,但温度的选择是关键所在,本申请通过多次实验研究证明,采用温度为55-65℃,最优选55℃时,提取效果最好。One, the selection of temperature, the emphases of the present invention are the selection of temperature, in extracting, adopt the mode of supercritical or subcritical to usually be able to improve extraction rate, but the selection of temperature is key point, and the application proves by many experimental studies , the temperature used is 55-65°C, most preferably 55°C, the extraction effect is the best.

其二、提取醇类的选择,通过多次实验研究证明,采用为乙醇、丙二醇、甘油、1,3丙二醇、1,3丁二醇、2,3丁二醇、1,4丁二醇、卡必醇、苯甲醇或苯乙醇能够有效地从乔木组织中提取出抗氧化剂,尤其是采用乙醇、丙二醇、甘油,并特别优选采用乙醇作为提取醇类,其提取效果更好。Second, the selection of alcohols for extraction has been proved by many experiments and studies that ethanol, propylene glycol, glycerin, 1,3 propylene glycol, 1,3 butanediol, 2,3 butanediol, 1,4 butanediol, Carbitol, benzyl alcohol or phenylethyl alcohol can effectively extract antioxidants from tree tissues, especially ethanol, propylene glycol, glycerin, and ethanol is particularly preferred as the extraction alcohol, and the extraction effect is better.

其三、提取助渗剂的选择,通过多次实验研究证明,采用为生育酚、二甲砜、乳香提取物、丹皮酚、食品级化学合成抗氧化剂能够有效地从乔木组织中提取出抗氧化剂,尤其是采用生育酚、二甲砜、化学合成抗氧化剂,最优选为二甲砜,其提取效果更好。Third, the choice of extracting penetration aids has been proved by many experimental studies that the use of tocopherol, dimethyl sulfone, frankincense extract, paeonol, and food-grade chemically synthesized antioxidants can effectively extract antioxidants from tree tissues. Oxidants, especially tocopherol, dimethyl sulfone, and chemically synthesized antioxidants, most preferably dimethyl sulfone, have better extraction effects.

其四、醇类和助渗剂与原料的重量比的选择,经研究证明,当醇类和助渗剂与原料的重量比为2-8:1时,能够有效地提取产物,尤其是重量比为2-4:1,特别是为3.5:1时,其能更有效地提取。Fourth, the selection of the weight ratio of alcohols and penetration aids to raw materials. It has been proved by research that when the weight ratio of alcohols and penetration aids to raw materials is 2-8:1, the product can be effectively extracted, especially the weight ratio Ratio of 2-4:1, especially 3.5:1, can be extracted more efficiently.

其五、醇类和助渗剂的量比为1-100:1时,能够有效地提取产物,尤其是重量比为10-80:1,特别是为50:1时,其能更有效地提取。Fifth, when the molar ratio of alcohols and penetration aids is 1-100:1, the product can be effectively extracted, especially when the weight ratio is 10-80:1, especially when it is 50:1, it can more effectively extract extract.

其六、浸泡温度的选择,通常来说,根据原料本身的性能的不同,浸泡温度差异较大,经过多次实验研究证明,当采用上述工艺进行提取时,浸泡温度为45-65℃,特别为55℃时能有效地提取出乔木组织中的抗氧化剂。Sixth, the choice of soaking temperature. Generally speaking, according to the different properties of the raw materials, the soaking temperature varies greatly. After many experiments and researches, it has been proved that when the above process is used for extraction, the soaking temperature is 45-65 ° C, especially Antioxidants in arbor tissues can be effectively extracted at 55°C.

其七,乔木组织的选择,通常来说,根据乔木组织本身的性能的不同,差异较大,经过多次实验研究证明,当采用上述工艺提取胡桃树、甜扁桃树、美国山核桃树、高原野核桃树、黑核桃树、硬壳胡桃树、银杏树、山楂树、玉兰树、白桦树、松树、红松树、雪松树、五叶松树、罗汉松树、马尾松树、欧洲赤松树、偃松树、意大利松树、油松树、长叶松树、地中海柏树、柏树、欧刺柏树、刺柏树、日本扁柏树、美洲圆柏树、墨西哥刺柏树、刺阿干树、辐射松树、构树、荷花玉兰树、猴面包树、苦油树、牛油果树、樟树、皱叶木兰树、榕树、梓树、麻核桃树、吉宝核桃树、黑核桃树、心形核桃树、夏核桃树、秋核桃树、光核桃树、铁核桃树、楸树、青藏高原核桃树。尤其是,山核桃、雪松树、刺柏树、猴面包树、秋核桃树、松树,特别是山核桃。采用超临界或亚临界醇类浸泡法提取抗氧化剂的收率为1.8-10.8%之间。Its seven, the selection of arbor tissue, generally speaking, according to the difference of the performance of arbor tissue itself, the difference is relatively big, proves through many experimental studies, when adopting above-mentioned technology to extract walnut tree, sweet almond tree, American hickory tree, plateau Wild walnut tree, black walnut tree, hard-shelled walnut tree, ginkgo tree, hawthorn tree, magnolia tree, white birch tree, pine tree, red pine tree, cedar tree, five-leaf pine tree, podocarpus tree, masson pine tree, scabbard pine tree, dead pine tree, Italian pine, pitch pine, longleaf pine, Mediterranean cypress, cypress, juniper, juniper, Japanese hinoki, juniper, Mexican juniper, arborina, radiata pine, mulberry, lotus magnolia, monkey Bread tree, bitter oil tree, avocado tree, camphor tree, wrinkled magnolia tree, banyan tree, catalpa, hemp walnut tree, Keppel walnut tree, black walnut tree, heart-shaped walnut tree, summer walnut tree, autumn walnut tree, light walnut tree, iron walnut tree, catalpa tree, Qinghai-Tibet plateau walnut tree. In particular, hickory, cedar, juniper, baobab, fall walnut, pine, and especially hickory. The yield of extracting antioxidant by supercritical or subcritical alcohol immersion method is between 1.8-10.8%.

此外尽管溶剂浸泡法是一种常规的提取方法,但应用于乔木组织的研究非常少,而采用醇类应用于乔木组织中提取更是未曾见到报道。与现有技术相比,本发明具有以下积极效果:In addition, although the solvent immersion method is a conventional extraction method, there are very few studies on arbor tissue, and there is no report on the use of alcohols in arbor tissue extraction. Compared with the prior art, the present invention has the following positive effects:

采用超临界或亚临界醇类提取法能够有效地从乔木组织中提取抗氧化剂,本发明方法简单易行,并且由于乔木组织原料为天然传统食用植物,原料丰富价廉,所获得的产品无污染,无毒副作用,安全实用,因此本发明的方法具有较强的产业化实用性和可操作性。用于化妆品和食品中时,无需在化妆品和食品中另外添加抗氧化剂。Antioxidants can be effectively extracted from arbor tissue by supercritical or subcritical alcohol extraction method, the method of the present invention is simple and easy, and because the raw material of arbor tissue is natural traditional edible plant, the raw material is abundant and cheap, and the obtained product is pollution-free , no toxic and side effects, safe and practical, so the method of the present invention has strong industrial practicability and operability. When used in cosmetics and food, there is no need to add additional antioxidants to cosmetics and food.

具体实施方式Detailed ways

本发明提供一种采用醇类浸泡法从乔木组织中制备抗氧化剂的方法,具体包括以下步骤:The present invention provides a kind of method that adopts alcohol soaking method to prepare antioxidant from arbor tissue, specifically comprises the following steps:

以粉碎的乔木组织粉为原料;The crushed arbor tissue powder is used as raw material;

将乔木组织粉加入浸泡罐,注入醇类和助渗剂,进行浸泡;Add the arbor tissue powder into the soaking tank, inject alcohols and penetration aids, and soak;

在30-75℃,在2-300atm压力下,萃取剂为二氧化碳,对醇类浸泡的乔木组织粉超临界或亚临界提取;At 30-75°C, under the pressure of 2-300atm, the extraction agent is carbon dioxide, and the arbor tissue powder soaked in alcohol is supercritical or subcritical extraction;

超临界或亚临界提取后,超临界或亚临界提取后,含有乔木组织提取物、醇类和萃取剂的组分定义为乔木组织抗氧化合剂,将乔木组织抗氧化合剂经过分离纯化,得到纯的乔木组织提取物或乔木油,纯化后的乔木组织提取物或乔木油,定义为乔木油合剂。After supercritical or subcritical extraction, after supercritical or subcritical extraction, the components containing arbor tissue extracts, alcohols and extractants are defined as arbor tissue antioxidant mixture, and arbor tissue antioxidant mixture is separated and purified to obtain pure The arbor tissue extract or arbor oil, and the purified arbor tissue extract or arbor oil are defined as an arbor oil mixture.

在本发明的一个实施方式中,所述乔木组织选择胡桃树、甜扁桃树、美国山核桃树、高原野核桃树、黑核桃树、硬壳胡桃树、银杏树、山楂树、玉兰树、白桦树、松树、红松树、雪松树、五叶松树、罗汉松树、马尾松树、欧洲赤松树、偃松树、意大利松树、油松树、长叶松树、地中海柏树、柏树、欧刺柏树、刺柏树、日本扁柏树、美洲圆柏树、墨西哥刺柏树、刺阿干树、辐射松树、构树、荷花玉兰树、猴面包树、苦油树、牛油果树、樟树、皱叶木兰树、榕树、梓树、麻核桃树、吉宝核桃树、黑核桃树、心形核桃树、夏核桃树、秋核桃树、光核桃树、铁核桃树、楸树、青藏高原核桃树。尤其是,山核桃、雪松树、刺柏树、猴面包树、秋核桃树、松树,特别是山核桃。In one embodiment of the present invention, the arbor tissue is selected from walnut tree, sweet almond tree, American hickory tree, plateau wild walnut tree, black walnut tree, hard-shelled walnut tree, ginkgo tree, hawthorn tree, magnolia tree, white birch Tree, pine, red pine, cedar, five-leaved pine, podocarpus, masson pine, scotch pine, dead pine, Italian pine, tabula pine, longleaf pine, Mediterranean cypress, cypress, juniper, juniper, Japanese Cypress, Juniper, Mexican Juniper, Argan, Radiata Pine, Paper Tree, Lotus Magnolia, Baobab, Bitter Tree, Shea, Camphor, Savoy Magnolia, Banyan, Catalpa, Hemp Walnut trees, Keppel walnut trees, black walnut trees, heart-shaped walnut trees, summer walnut trees, autumn walnut trees, light walnut trees, iron walnut trees, catalpa, Qinghai-Tibet plateau walnut trees. In particular, hickory, cedar, juniper, baobab, fall walnut, pine, and especially hickory.

在本发明的一个实施方式中,所述乔木组织粉的粒径为2-150mm,优选为2-20mm,最优选10mm。In one embodiment of the present invention, the particle size of the arbor tissue powder is 2-150 mm, preferably 2-20 mm, most preferably 10 mm.

在本发明的一个实施方式中,所述醇类选自乙醇、丙二醇、甘油、1,3丙二醇、1,3丁二醇、2,3丁二醇、1,4丁二醇、卡必醇、苯甲醇或苯乙醇中的一种或几种;优选乙醇、丙二醇、甘油,最优选为乙醇;In one embodiment of the present invention, the alcohols are selected from ethanol, propylene glycol, glycerin, 1,3 propylene glycol, 1,3 butanediol, 2,3 butanediol, 1,4 butanediol, carbitol , one or more of benzyl alcohol or phenylethyl alcohol; preferably ethanol, propylene glycol, glycerin, most preferably ethanol;

在本发明的一个实施方式中,所述助渗剂选自生育酚、二甲砜、乳香提取物、丹皮酚或食品级化学合成抗氧化剂。助渗剂优选生育酚、二甲砜、化学合成抗氧化剂,最优选为二甲砜。In one embodiment of the present invention, the penetration enhancer is selected from tocopherol, dimethyl sulfone, frankincense extract, paeonol or food-grade chemically synthesized antioxidant. The penetration aid is preferably tocopherol, dimethyl sulfone, chemically synthesized antioxidant, most preferably dimethyl sulfone.

在本发明的一个实施方式中,醇类和助渗剂的重量和与乔木组织粉的重量比为2-8:1,优选为2-4:1,最优选3.5:1。In one embodiment of the present invention, the weight ratio of the alcohols and penetration aids to the arbor tissue powder is 2-8:1, preferably 2-4:1, most preferably 3.5:1.

在本发明的一个实施方式中,醇类和助渗剂的重量比为1-100:1,优选为10-80:1,最优选为50:1。In one embodiment of the present invention, the weight ratio of alcohols and penetration aids is 1-100:1, preferably 10-80:1, most preferably 50:1.

在本发明的一个实施方式中,浸泡的条件为浸泡时间2h-5h,最优选3小时;浸泡温度45-65℃,最优选55℃。In one embodiment of the present invention, the soaking conditions are soaking time 2h-5h, most preferably 3 hours; soaking temperature 45-65°C, most preferably 55°C.

在本发明的一个实施方式中,萃取时,压力优选为1.5-90atm,最优选50atm。In one embodiment of the present invention, during extraction, the pressure is preferably 1.5-90 atm, most preferably 50 atm.

在本发明的一个实施方式中,对所得醇类进行减压脱溶后,得到收率为1.8-10.8%的乔木组织抗氧化剂。In one embodiment of the present invention, after desolvating the obtained alcohols under reduced pressure, the yield of arbor tissue antioxidants is 1.8-10.8%.

采用上述方法制得的抗氧化剂中,乔木组织含量≥1.8%,抗氧化剂的质量好,产率高。In the antioxidant prepared by the above method, the arbor tissue content is more than 1.8%, and the antioxidant has good quality and high yield.

本申请研究的采用不同醇类乔木组织粉的重量比提取时所获得的抗氧化剂的产率如表1所示。Table 1 shows the yields of antioxidants obtained when the weight ratios of different alcoholic arbor tissue powders used for extraction in this application are studied.

表1采用不同醇类乔木组织粉的重量比提取时所获得的抗氧化剂的产率The yield of the antioxidant obtained when table 1 adopts the weight ratio of different alcohols arbor tissue powder to extract

Figure BDA0003048020770000061
Figure BDA0003048020770000061

Figure BDA0003048020770000071
Figure BDA0003048020770000071

在表1中,该提取方法所采用的压力为50atm,乔木组织粉粒径为20mm,藻为山核桃,浸泡时间为2小时,浸泡温度为75℃,助渗剂为化学合成的食品抗氧化剂,助渗剂与醇类的比例为1:30。In Table 1, the pressure used in this extraction method is 50atm, the particle size of the tree tissue powder is 20mm, the algae is hickory, the soaking time is 2 hours, the soaking temperature is 75°C, and the penetration aid is a chemically synthesized food antioxidant. , The ratio of penetration aid to alcohol is 1:30.

采用不同助渗剂下提取时所获得的抗氧化剂的产率如表2所述。The yields of antioxidants obtained during extraction with different penetration aids are shown in Table 2.

表2采用不同助渗剂下提取时所获得的抗氧化剂的产率The productive rate of the antioxidant obtained when table 2 adopts different penetration aids to extract

Figure BDA0003048020770000072
Figure BDA0003048020770000072

在表2中,该提取方法所采用的醇类与原料的重量比为3:1,乔木组织粉粉碎粒径为20mm,浸泡时间为2.5小时,萃取压力为70atm,温度为50℃。In Table 2, the weight ratio of alcohols to raw materials used in this extraction method is 3:1, the crushed particle size of arbor tissue powder is 20mm, the soaking time is 2.5 hours, the extraction pressure is 70atm, and the temperature is 50°C.

表3:采用不同温度下提取时所获得的抗氧化剂的产率Table 3: Yields of antioxidants obtained using extraction at different temperatures

Figure BDA0003048020770000073
Figure BDA0003048020770000073

Figure BDA0003048020770000081
Figure BDA0003048020770000081

在表3中,该提取方法所采用的醇类与乔木组织粉的重量比为3:1,乔木组织粉粉碎粒径为20mm,浸泡时间为3小时,萃取压力为70atm助渗剂为生育酚,助渗剂与醇类的比例为1:4。In Table 3, the weight ratio of alcohols and arbor tissue powder used in this extraction method is 3:1, the crushed particle size of arbor tissue powder is 20 mm, the soaking time is 3 hours, and the extraction pressure is 70 atm. The penetration aid is tocopherol , The ratio of penetration aid to alcohol is 1:4.

在本发明提供的提取技术方案中,对上述方法制得的抗氧化剂进行GC-MS分析,抗氧化剂中油酸含量≥5%,亚油酸含量≥30%,亚麻酸含量≥50%,大于二十碳不饱和脂肪酸13%,视黄醇含量≥0.5%,生育酚含量≥0.55%,植物甾醇含量≥2%,黄酮多肽含量≥5%。上述方法制备的超临界或亚临界所得物,即含有乔木组织提取物、醇类和萃取剂,我们定义为乔木组织抗氧化合剂。该所得物不需要分离和纯化,以直接作为抗氧化剂使用,尤其是在化妆品和食品中使用。而且,也可以将上述所得经过分离纯化,得到纯的乔木组织提取物或乔木油。纯化后的乔木组织提取物或乔木油,定义为乔木油合剂,可以重新复溶到油脂中,作为抗氧化添加剂使用。In the extraction technical scheme provided by the present invention, GC-MS analysis is carried out to the antioxidant prepared by the above method, the content of oleic acid in the antioxidant ≥ 5%, the content of linoleic acid ≥ 30%, the content of linolenic acid ≥ 50%, more than two Ten-carbon unsaturated fatty acid 13%, retinol content ≥ 0.5%, tocopherol content ≥ 0.55%, phytosterol content ≥ 2%, flavonoid polypeptide content ≥ 5%. The supercritical or subcritical product prepared by the above method contains arbor tissue extract, alcohols and extractant, which we define as arbor tissue antioxidant mixture. The resultant does not require isolation and purification to be used directly as an antioxidant, especially in cosmetics and food. Moreover, the above-mentioned obtained can also be separated and purified to obtain pure arbor tree tissue extract or arbor tree oil. Purified arbor tissue extract or arbor oil, defined as arbor oil mixture, can be reconstituted into oil and used as an antioxidant additive.

下面结合具体实施例对本发明进行详细说明。The present invention will be described in detail below in conjunction with specific embodiments.

(一)制备实施例(1) Preparation Examples

实施例1Example 1

采用间歇式超临界提取罐组,对浸泡乔木组织粉进行萃取:以100克粉碎乔木组织粉为原料,粉碎粒径为20mm,加入浸出罐,注入浸泡乙醇400克,助渗剂二甲砜2克,浸泡时间3h,浸泡温度75℃。浸出结束后对浸出罐中的浸泡物,进行超临界萃取,所得乔木组织抗氧合剂410.6克,进行减压脱溶,得到乔木油合剂8.6克,收率为8.6%。乔木组织粉为核桃树。Adopt intermittent supercritical extraction tank group to extract soaked arbor tissue powder: take 100 grams of pulverized arbor tissue powder as raw material, the pulverized particle size is 20mm, add leaching tank, inject 400 grams of soaking ethanol, penetration aid dimethyl sulfone 2 grams, soaking time 3h, soaking temperature 75 ℃. After the leaching, the soaked material in the leaching tank was subjected to supercritical extraction, and 410.6 grams of the obtained arbor tissue antioxidant agent was subjected to desolvation under reduced pressure to obtain 8.6 grams of arbor oil mixture, with a yield of 8.6%. Arbor tissue powder for walnut trees.

实施例2Example 2

采用间歇式超临界提取罐组,对浸泡乔木组织粉提取:以100克粉碎藻粉为原料,粉碎粒径为90mm,加入浸出罐,注入浸泡山茶花油200克,助渗剂生育酚5克,浸泡时间20min,浸泡温度30℃;浸出结束后对浸出罐中的浸泡物,进行超临界萃取,所得乔木组织抗氧合剂214.0克,进行减压脱溶,得到乔木油合剂9克,收率为9%。乔木组织粉为刺柏树。Adopt intermittent supercritical extraction tank group to extract soaked arbor tissue powder: take 100 grams of pulverized algae powder as raw material, the pulverized particle size is 90mm, add leaching tank, inject 200 grams of soaked camellia oil, 5 grams of tocopherol as a penetration aid, The soaking time was 20min, and the soaking temperature was 30°C; after the leaching, the soaked material in the leaching tank was subjected to supercritical extraction, and 214.0 grams of the obtained arbor tissue antioxidant was subjected to desolvation under reduced pressure to obtain 9 grams of arbor oil mixture, with a yield of 9%. Arbor tissue powder is Juniper.

实施例3Example 3

采用间歇式超临界提取罐组,对浸泡乔木组织粉进行萃取:以100克粉碎乔木组织粉为原料,粉碎粒径为20mm,加入浸出罐,注入浸泡丙二醇300克,助渗剂合成抗氧化剂2克,浸泡时间3h,浸泡温度75℃。浸出结束后对浸出罐中的浸泡物,进行超临界萃取,所得乔木组织抗氧合剂310.8克,进行减压脱溶,得到乔木油合剂8.8克,收率为8.8%。乔木组织粉为山核桃。Batch-type supercritical extraction tanks are used to extract the soaked arbor tissue powder: 100 grams of crushed arbor tissue powder is used as a raw material, and the crushed particle size is 20 mm. Add the leaching tank, inject 300 grams of soaked propylene glycol, and synthesize antioxidant 2 as a penetration aid. grams, soaking time 3h, soaking temperature 75 ℃. After the leaching, the soaked material in the leaching tank was subjected to supercritical extraction, and 310.8 grams of the obtained arbor tissue antioxidant agent was subjected to desolvation under reduced pressure to obtain 8.8 grams of arbor oil mixture, with a yield of 8.8%. The arbor tissue powder is hickory.

实施例4Example 4

采用间歇式超临界提取罐组,对浸泡乔木组织粉提取:以100克粉碎藻粉为原料,粉碎粒径为50mm,加入浸出罐,注入浸泡山茶花油200克,助渗剂丹皮酚5克,浸泡时间120min,浸泡温度76℃;浸出结束后对浸出罐中的浸泡物,进行超临界萃取,所得乔木组织抗氧合剂214.0克,进行减压脱溶,得到乔木油合剂9克,收率为9%。乔木组织粉为松树。Use intermittent supercritical extraction tanks to extract soaked arbor tissue powder: use 100 grams of crushed algae powder as raw material, with a particle size of 50 mm, add to the extraction tank, inject 200 grams of soaked camellia oil, and 5 grams of paeonol as a penetration aid , immersion time 120min, immersion temperature 76 ℃; after leaching, the immersion in the leaching tank was carried out to supercritical extraction, and the obtained arbor tissue antioxidant 214.0 grams was subjected to decompression precipitation to obtain 9 grams of arbor oil mixture, yield 9%. Arbor tissue powder for pine.

实施例5-39Example 5-39

工艺为采用间歇式超临界提取罐组,对浸泡乔木组织粉提取:以100克粉碎乔木组织粉为原料,粉碎粒径为20mm,加入浸出罐,注入浸泡乙醇400克,该提取方法所采用的压力为50atm,乔木组织粉粒径为55mm,浸泡时间为4.5小时,浸泡温度为75℃,助渗剂为二甲砜,助渗剂与醇类的比例为1:30。区别在于藻种不同,所用乔木组织分别是胡桃树、甜扁桃树、美国山核桃树、高原野核桃树、黑核桃树、硬壳胡桃树、银杏树、山楂树、玉兰树、白桦树、松树、红松树、雪松树、五叶松树、罗汉松树、马尾松树、欧洲赤松树、偃松树、意大利松树、油松树、长叶松树、地中海柏树、柏树、欧刺柏树、刺柏树、日本扁柏树、美洲圆柏树、墨西哥刺柏树、刺阿干树、辐射松树、构树、荷花玉兰树、猴面包树、苦油树、牛油果树、樟树、皱叶木兰树、榕树、梓树、麻核桃树、吉宝核桃树、黑核桃树、心形核桃树、夏核桃树、秋核桃树、光核桃树、铁核桃树、楸树、青藏高原核桃树。所得收率(单位%)具体见表4。The process is to use a batch-type supercritical extraction tank group to extract soaked tree tissue powder: 100 grams of crushed tree tissue powder is used as raw material, and the crushed particle size is 20 mm. The pressure is 50atm, the particle size of arbor tissue powder is 55mm, the soaking time is 4.5 hours, the soaking temperature is 75°C, the penetration aid is dimethyl sulfone, and the ratio of penetration aid to alcohol is 1:30. The difference is that the algae species are different, and the arbor tissues used are walnut tree, sweet almond tree, American hickory tree, plateau wild walnut tree, black walnut tree, hard-shelled walnut tree, ginkgo tree, hawthorn tree, magnolia tree, white birch tree, and pine tree. , red pine, cedar, five-leaf pine, podocarpus, masson pine, scabbard pine, dead pine, Italian pine, tabula pine, longleaf pine, Mediterranean cypress, cypress, juniper, juniper, Japanese hinoki, American juniper, Mexican juniper, argan, radiata pine, paper mulberry, lotus magnolia, baobab, bitter oil, avocado, camphor, wrinkled magnolia, banyan, catalpa, hemp walnut, Keppel walnut tree, black walnut tree, heart-shaped walnut tree, summer walnut tree, autumn walnut tree, light walnut tree, iron walnut tree, catalpa tree, Qinghai-Tibet plateau walnut tree. The yield (unit %) is specifically shown in Table 4.

表4:采用不同乔木提取时所获得的抗氧化剂的产率Table 4: Yields of antioxidants obtained when different arbors were used for extraction

Figure BDA0003048020770000101
Figure BDA0003048020770000101

Figure BDA0003048020770000111
Figure BDA0003048020770000111

Figure BDA0003048020770000121
Figure BDA0003048020770000121

在表4中,该提取方法所采用的压力为50atm,乔木组织粉粒径为55mm,藻为山核桃,浸泡时间为4.5小时,浸泡温度为75℃,助渗剂为二甲砜,助渗剂与醇类的比例为1:30。In Table 4, the pressure used in this extraction method is 50 atm, the particle size of the arbor tissue powder is 55 mm, the algae is hickory, the soaking time is 4.5 hours, the soaking temperature is 75 ° C, the penetration aid is dimethyl sulfone, and the penetration aid The ratio of solvent to alcohol is 1:30.

(二)乔木油合剂抗氧化实施例,如表5所示。(2) Antioxidant examples of arbor oil mixture, as shown in Table 5.

实施例40-55Examples 40-55

将实施例1-39所得乔木油合剂混合,取混合后的乔木油合剂1.8克,油脂为99.8克。油脂分别为乙醇、丙二醇、甘油、1,3丙二醇、1,3丁二醇、2,3丁二醇、1,4丁二醇、卡必醇、苯甲醇、苯乙醇、猪油、牛油、马油、蛇油、绵羊油、鱼油。采油瑞士万通油脂氧化稳定测试仪测试加乔木油合剂和不加乔木油合剂的110℃时的抗氧化稳定时间:Mix the arbor oil mixture obtained in Examples 1-39, get 1.8 grams of the arbor oil mixture after mixing, and the fat is 99.8 grams. Oils and fats are ethanol, propylene glycol, glycerin, 1,3 propylene glycol, 1,3 butanediol, 2,3 butanediol, 1,4 butanediol, carbitol, benzyl alcohol, phenylethyl alcohol, lard, tallow , horse oil, snake oil, sheep oil, fish oil. The Metrohm Oil Oxidation Stability Tester tested the anti-oxidation stability time at 110°C with and without arbor oil mixture:

表5不加乔木油合剂和添加乔木油合剂各油脂的抗氧化稳定时间(110℃)Table 5 The antioxidant stability time (110°C) of each oil without adding arbor oil mixture and adding arbor oil mixture

Figure BDA0003048020770000122
Figure BDA0003048020770000122

Figure BDA0003048020770000131
Figure BDA0003048020770000131

实施例56-78Examples 56-78

单种乔木油合剂和复合乔木油合剂抗氧化性能研究,如表6所示。The antioxidant properties of single arbor oil mixture and composite arbor oil mixture are shown in Table 6.

实验方法同实施列40-55。Experimental method is the same as embodiment 40-55.

单纯乔木油为山核桃、雪松树、刺柏树、猴面包树、秋核桃树、松树。得实施例56-61。Pure Arbor Oils are Hickory, Cedar, Juniper, Baobab, Fall Walnut, Pine. Examples 56-61 were obtained.

复合乔木组织为胡桃树、甜扁桃树、美国山核桃树、高原野核桃树、黑核桃树、硬壳胡桃树、银杏树、山楂树、玉兰树、白桦树、松树、红松树、雪松树、五叶松树、罗汉松树、马尾松树、欧洲赤松树、偃松树、意大利松树、油松树、长叶松树、地中海柏树、柏树、欧刺柏树、刺柏树、日本扁柏树、美洲圆柏树、墨西哥刺柏树、刺阿干树、辐射松树、构树、荷花玉兰树、猴面包树、苦油树、牛油果树、樟树、皱叶木兰树、榕树、梓树、麻核桃树、吉宝核桃树、黑核桃树、心形核桃树、夏核桃树、秋核桃树、光核桃树、铁核桃树、楸树、青藏高原核桃树中随机选取3-5种乔木油合剂复配,得实施例62-70。The composite arbor organization is walnut tree, sweet almond tree, American hickory tree, highland wild walnut tree, black walnut tree, hard shell walnut tree, ginkgo tree, hawthorn tree, magnolia tree, white birch tree, pine tree, red pine tree, cedar tree, Five-leaf pine, podocarpus, masson pine, scabbard pine, dead pine, Italian pine, pitch pine, longleaf pine, Mediterranean cypress, cypress, juniper, juniper, Japanese hinoki, juniper, Mexican juniper , thorn tree, radiata pine tree, paper tree, lotus magnolia tree, baobab tree, bitter oil tree, avocado tree, camphor tree, wrinkled magnolia tree, banyan tree, catalpa, hemp walnut tree, Keppel walnut tree, black walnut Randomly select 3-5 kinds of arbor oil mixtures from walnut tree, heart-shaped walnut tree, summer walnut tree, autumn walnut tree, light walnut tree, iron walnut tree, catalpa tree, and Qinghai-Tibet plateau walnut tree to obtain embodiment 62-70.

所有乔木油合剂添加量均为1.8克,油脂为99.8克,油脂为橄榄油。The added amount of all arbor oil mixtures is 1.8 grams, and the fat is 99.8 grams, and the fat is olive oil.

表6单种乔木油合剂和复合乔木油合剂抗氧化性能研究Table 6 Antioxidant performance of single arbor oil mixture and compound arbor oil mixture

Figure BDA0003048020770000132
Figure BDA0003048020770000132

Figure BDA0003048020770000141
Figure BDA0003048020770000141

(三)乔木组织抗氧合剂抗氧化研究实施例,如表7所示。(3) Examples of antioxidant research on arbor tissue antioxidants, as shown in Table 7.

实施例79-94Examples 79-94

将实施例1-39所得乔木组织抗氧化合剂混合,取混合后的乔木组织抗氧化合剂2克,油脂为98克。油脂分别为山茶油、霍霍巴油、角鲨烷、豆油、杏仁油、鳄梨油、红花油、核桃油、小麦胚芽油、橄榄油、牛油、马油、蛇油、绵羊油、鱼油。采用瑞士万通油脂氧化稳定测试仪测试加乔木油合剂和不加乔木油合剂的110℃时的抗氧化稳定时间:Mix the arbor tissue antioxidant mixture obtained in Examples 1-39, get 2 grams of the arbor tissue antioxidant mixture after mixing, and the oil is 98 grams. The oils are camellia oil, jojoba oil, squalane, soybean oil, almond oil, avocado oil, safflower oil, walnut oil, wheat germ oil, olive oil, butter, horse oil, snake oil, sheep oil, fish oil . The antioxidant stability time at 110°C with and without arbor oil mixture was tested by Metrohm Oxidation Stability Tester:

表7不加乔木油合剂和添加乔木油合剂各油脂的抗氧化稳定时间(110℃)Table 7 The antioxidant stability time (110°C) of each oil without adding arbor oil mixture and adding arbor oil mixture

Figure BDA0003048020770000142
Figure BDA0003048020770000142

Figure BDA0003048020770000151
Figure BDA0003048020770000151

实施例95-115Examples 95-115

单种乔木油合剂和复合乔木油合剂抗氧化性能研究,如表8所示。The antioxidant properties of single arbor oil mixture and compound arbor oil mixture are shown in Table 8.

实验方法同实施列79-94。Experimental method is the same as embodiment 79-94.

单纯乔木油为山核桃、雪松树、刺柏树、猴面包树、秋核桃树、松树。得实施例95-100。Pure Arbor Oils are Hickory, Cedar, Juniper, Baobab, Fall Walnut, Pine. Examples 95-100 were obtained.

复合乔木组织为胡桃树、甜扁桃树、美国山核桃树、高原野核桃树、黑核桃树、硬壳胡桃树、银杏树、山楂树、玉兰树、白桦树、松树、红松树、雪松树、五叶松树、罗汉松树、马尾松树、欧洲赤松树、偃松树、意大利松树、油松树、长叶松树、地中海柏树、柏树、欧刺柏树、刺柏树、日本扁柏树、美洲圆柏树、墨西哥刺柏树、刺阿干树、辐射松树、构树、荷花玉兰树、猴面包树、苦油树、牛油果树、樟树、皱叶木兰树、榕树、梓树、麻核桃树、吉宝核桃树、黑核桃树、心形核桃树、夏核桃树、秋核桃树、光核桃树、铁核桃树、楸树、青藏高原核桃树中随机选取3-5种乔木油合剂复配,得实施例101-115。The composite arbor organization is walnut tree, sweet almond tree, American hickory tree, highland wild walnut tree, black walnut tree, hard shell walnut tree, ginkgo tree, hawthorn tree, magnolia tree, white birch tree, pine tree, red pine tree, cedar tree, Five-leaf pine, podocarpus, masson pine, scabbard pine, dead pine, Italian pine, pitch pine, longleaf pine, Mediterranean cypress, cypress, juniper, juniper, Japanese hinoki, juniper, Mexican juniper , thorn tree, radiata pine tree, paper tree, lotus magnolia tree, baobab tree, bitter oil tree, avocado tree, camphor tree, wrinkled magnolia tree, banyan tree, catalpa, hemp walnut tree, Keppel walnut tree, black walnut Randomly select 3-5 kinds of arbor oil mixtures from walnut tree, heart-shaped walnut tree, summer walnut tree, autumn walnut tree, light walnut tree, iron walnut tree, catalpa tree, and Qinghai-Tibet plateau walnut tree to obtain embodiment 101-115.

所有乔木油合剂添加量均为1.8克,油脂为99.8克,油脂为1,3丙二醇The added amount of all arbor oil mixtures is 1.8 grams, the oil is 99.8 grams, and the oil is 1,3 propylene glycol

表8单种乔木油合剂和复合乔木油合剂抗氧化性能研究Table 8 Study on antioxidant performance of single arbor oil mixture and compound arbor oil mixture

Figure BDA0003048020770000152
Figure BDA0003048020770000152

Figure BDA0003048020770000161
Figure BDA0003048020770000161

(四)含乔木组织抗氧化剂在化妆品中的应用,如表9所示。(4) The application of arbor-containing tissue antioxidants in cosmetics, as shown in Table 9.

实施例116-131在常规化妆品配方中,醇类含量为0.5-100%,乔木油合剂为0.05%,采用瑞士万通油脂氧化稳定测试仪测试加乔木油合剂和不加乔木油合剂的110℃时的抗氧化稳定时间,其中实施例126-131为复合醇类,所用醇类为化妆品允许使用的醇类,复配比例随机分布单纯油脂含量为40克,复合油脂为100克:Example 116-131 In conventional cosmetic formulations, the content of alcohols is 0.5-100%, and the arbor oil mixture is 0.05%. The 110°C of the arbor oil mixture and the arbor oil mixture are tested by Swiss Metrohm oil oxidation stability tester. When the anti-oxidation stability time, wherein embodiment 126-131 is complex alcohols, used alcohols are alcohols allowed to be used in cosmetics, the compounding ratio is randomly distributed and the simple oil content is 40 grams, and the compound oil is 100 grams:

表9,乔木组织抗氧化剂在化妆品中的应用Table 9, Application of Arbor Tissue Antioxidants in Cosmetics

Figure BDA0003048020770000162
Figure BDA0003048020770000162

Figure BDA0003048020770000171
Figure BDA0003048020770000171

上述的对实施例的描述是为便于该技术领域的普通技术人员能理解和使用发明。熟悉本领域技术的人员显然可以容易地对这些实施例做出各种修改,并把在此说明的一般原理应用到其他实施例中而不必经过创造性的劳动。因此,本发明不限于上述实施例,本领域技术人员根据本发明的揭示,不脱离本发明范畴所做出的改进和修改都应该在本发明的保护范围之内。The above descriptions of the embodiments are for those of ordinary skill in the art to understand and use the invention. It is obvious that those skilled in the art can easily make various modifications to these embodiments, and apply the general principles described here to other embodiments without creative efforts. Therefore, the present invention is not limited to the above-mentioned embodiments. Improvements and modifications made by those skilled in the art according to the disclosure of the present invention without departing from the scope of the present invention should fall within the protection scope of the present invention.

Claims (10)

1. A method for preparing an antioxidant from arbor tissues by adopting an alcohol soaking method is characterized by comprising the following steps:
taking crushed arbor tissue powder as a raw material;
adding arbor tissue powder into a soaking tank, injecting alcohol and a permeation aid, and soaking;
extracting the alcohol-soaked arbor tissue powder with supercritical or subcritical conditions at 30-75 deg.C and 2-300atm pressure with carbon dioxide as extractant;
after supercritical or subcritical extraction, the component containing the arbor tissue extract, the alcohol and the extractant is defined as an arbor tissue antioxidant mixture, the arbor tissue antioxidant mixture is separated and purified to obtain a pure arbor tissue extract or arbor oil, and the purified arbor tissue extract or arbor oil is defined as an arbor oil mixture.
2. The method of claim 1, wherein the powder is obtained by removing impurities from arbor tissue, pulverizing the arbor tissue with a pulverizer, and sieving, and the arbor tissue is one or more selected from seeds, leaves, resin, bark, and roots.
3. The method of claim 1, wherein the arbor tissue is selected from walnut, sweet almond, american hickory, high-bush walnut, black walnut, hard-shelled walnut, ginkgo, hawthorn, magnolia, white birch, pine, red pine, snow pine, five-leaved pine, arhat pine, masson pine, red pine, elytrigia, quassia, pine, oil pine, longleaf pine, juniper, cypress, ohypnia, echinacea, japanese hinoki, american cypress, mexican cypress, acanthopanax quinans, radiata pine, broussonetia papyrifera, magnolia lilii, bread, quassima indicum, papayana, black walnut, summer walnut, and walnut.
4. The method for preparing antioxidant from arbor tissue by alcohol soaking method as claimed in claim 1, wherein the alcohol is selected from one or more of ethanol, propylene glycol, glycerol, 1,3 propylene glycol, 1,3 butylene glycol, 2,3 butylene glycol, 1,4 butylene glycol, carbitol, benzyl alcohol and phenethyl alcohol.
5. The method for preparing antioxidant from arbor tissue by alcohol soaking according to claim 1, wherein the permeation-promoting agent is selected from tocopherol, dimethylsulfone, boswellia carterii extract, paeonol, and food-grade chemically synthesized antioxidant.
6. The method for preparing antioxidant from arbor tissue by alcohol soaking method according to claim 1, wherein the weight ratio of alcohol and permeation-aid agent to arbor tissue powder is 2-8, the weight ratio of alcohol and permeation-aid agent is 1-100:1.
7. the method for preparing antioxidant from arbor tissues by alcohol soaking according to claim 1, wherein the soaking time is 2-5 h and the soaking temperature is 45-65 ℃.
8. Arbor tissue antioxidant obtained with the method according to any one of claims 1 to 7.
9. The arbor tissue antioxidant of claim 8, wherein the antioxidant comprises oleic acid at a level of 5% or more, linoleic acid at a level of 30% or more, linolenic acid at a level of 50% or more, more than 13% of the eicosa unsaturated fatty acid, retinol at a level of 0.5% or more, tocopherol at a level of 0.55% or more, phytosterol at a level of 2% or more, and flavone polypeptides at a level of 5% or more.
10. The use of an arbor tissue antioxidant as defined in claim 8, comprising arbor tissue extract, alcohol and extractant, defined as arbor tissue antioxidant cocktail, which does not require separation and purification, and which is suitable for use as antioxidant directly in cosmetics and food products; or the like, or a combination thereof,
separating and purifying the arbor tissue antioxidant mixture to obtain a pure arbor tissue extract or arbor oil, wherein the purified arbor tissue extract or arbor oil is defined as an arbor oil mixture and is used for being re-dissolved in grease to be used as an antioxidant additive.
CN202110478103.9A 2021-04-30 2021-04-30 Method and application of preparing antioxidant from arbor tissue by alcohol soaking method Pending CN115251380A (en)

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CN102604735A (en) * 2012-03-12 2012-07-25 国家林业局桉树研究开发中心 Method for extracting unsaturated fatty acids from eucalyptus leaves
CN108635324A (en) * 2018-05-14 2018-10-12 深圳市仙迪化妆品有限公司 Antioxidant and the preparation method and application thereof, antioxidant and preparation method thereof
CN109181858A (en) * 2018-09-17 2019-01-11 天津纳尔生物科技有限公司 A method of extracting folium eucalypti unsaturated fatty acid from folium eucalypti
CN111493101A (en) * 2020-05-05 2020-08-07 广州市美驰化妆品有限公司 Preparation of disinfectant from medicinal plants by soaking in vegetable oil or synthetic oil and its application
CN112450283A (en) * 2020-11-17 2021-03-09 江苏鸿祺生物科技有限公司 Peony seed blend oil based on supercritical extraction and preparation method thereof

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1273961A (en) * 2000-01-28 2000-11-22 中国科学院广州化学研究所 Process for extracting peonol with supercritical or liquid-state CO2
CN102604735A (en) * 2012-03-12 2012-07-25 国家林业局桉树研究开发中心 Method for extracting unsaturated fatty acids from eucalyptus leaves
CN108635324A (en) * 2018-05-14 2018-10-12 深圳市仙迪化妆品有限公司 Antioxidant and the preparation method and application thereof, antioxidant and preparation method thereof
CN109181858A (en) * 2018-09-17 2019-01-11 天津纳尔生物科技有限公司 A method of extracting folium eucalypti unsaturated fatty acid from folium eucalypti
CN111493101A (en) * 2020-05-05 2020-08-07 广州市美驰化妆品有限公司 Preparation of disinfectant from medicinal plants by soaking in vegetable oil or synthetic oil and its application
CN112450283A (en) * 2020-11-17 2021-03-09 江苏鸿祺生物科技有限公司 Peony seed blend oil based on supercritical extraction and preparation method thereof

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